Vacation rentals in Pilot Rock

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Top-rated vacation rentals in Pilot Rock

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Top guest favorite

A spacious outdoor area is surrounded by lush green grass and tall trees. The wooden structure of the cabin is visible, complemented by a small patio area with seating. In the background, rows of plants indicate the presence of gardens or vineyards, under a clear blue sky.

Farm stay in Milton-Freewater

4.98 out of 5 average rating, 108 reviews

Unique Cabin Oasis •Cozy•Gated•King Bed

BlytheRating, 5 stars2 days ago

Alex and Katie were absolutely spectacular hosts!! I can't say enough about the gracious hospitality and Alex went above and beyond to make our stay as memorable and special as possible. We loved the cabin and the beds were incredibly comfortable. Our son loved pretending to drive the old bus and we also enjoyed the beautiful property and evenings by the fire (always ready for us when we came back home!). The property is only about 15 mins outside Walla Walla and we appreciated being out in the peace of the country. We are already planning to visit again someday!!

Top guest favorite

Home in Weston

4.99 out of 5 average rating, 112 reviews

Weston Mountain Lodge in the Blue Mountains

SusanRating, 5 stars1 week ago

Heidi and her Mountain Home were the perfect combination for a weekend retreat. She gave us recreation and dining ideas that we used and totally enjoyed. She was responsive tomorrow questions and her home is lovely and peaceful. We look forward to staying there again sometime soon.

Guest favorite

The front porch features a covered area with a small table and four chairs, creating an inviting space for relaxation. A clear pathway leads to the entrance, and a low stone wall outlines the yard, complemented by gravel landscaping.

Cottage in Pendleton

4.95 out of 5 average rating, 124 reviews

Lil' COTTAGE ON NORTH HILL

MeganRating, 5 stars4 days ago

Absolutely loved Randys place . It was perfectly located only 4 minutes away from my daughter’s state dance competition. The place was so very well kept and he was a very great host ! We would love to book this annually for the state dance competition! Thank you for the wonderful stay !

Superhost

A light-filled dining area is accessed through double glass doors, featuring a vintage table surrounded by four blue dining chairs. Natural light filters through the windows, enhancing the bright and airy feel of the space. A decorative light fixture hangs overhead.

Bungalow in Pendleton

4.87 out of 5 average rating, 283 reviews

~Promenade Cottage~

KacieRating, 5 stars1 month ago

This was a beyond perfect place for us to stay during a basketball tournament. Easy walk to convention center, rodeo grounds, downtown, everywhere. The house is super charming, very queen and the beds were extremely comfortable. There are too many nice touches to list, but especially the coffee. I would stay here again in heart beat.

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Popular amenities for Pilot Rock vacation rentals

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Other great vacation rentals in Pilot Rock

Superhost

A well-organized bar area is displayed, featuring an assortment of glassware, a coffee press, and elegant serving utensils. Various condiments and beverage essentials are neatly arranged, complemented by decorative bottles and jars, creating an inviting space for entertaining and enjoying beverages.

Home in Milton-Freewater

4.81 out of 5 average rating, 16 reviews

Clean linens, bar, coffee tea & snacks

ReneeRating, 5 stars3 months ago

If your coming to Milton Freewater or the surrounding areas this is the most homey and charming house to rent and you wont be disappointed. Mariel has really gone above and beyond as a host to make sure we were all taken care of while being rehomed for the Holidays. This place felt like home and it was also so unique in its own ways. The decor is so beautiful, the beds feel heavenly, a nice deep bathtub for a relaxing bath, a bar to entertain, and the wood stove was also such a perfect touch for a cold night. Mariel really has all of the bases covered in this place for a comfortable stay, the only recommendation would be a stove however they do have a large convection oven and other cooking options that we were able to make it work out. There also is an abundance of wild life that comes around from large bunny rabbits that graze in the yard, wild turkeys strolling by, a rooster in the distance and lots of birds, squirrels, and geese that were a joy to sit and watch from the patio.

Top guest favorite

A serene outdoor area features a clear swimming pool surrounded by a manicured lawn and flowering plants. Several lounge chairs are positioned alongside the pool, with a spacious house visible in the background. Rolling hills are seen in the distance under a clear sky.

Home in Adams

4.97 out of 5 average rating, 37 reviews

Private luxury estate w/panoramic farmland.

AlmaRating, 5 stars7 months ago

Ruth's home was even more gorgeous in person! The extremely well appointed kitchen had everything you would need-- and then some! The beds were so comfy-- you are guaranteed to sleep like a rock! We were a party of four, including two 80+ year olds and everyone thoroughly enjoyed the space!

A spacious wooden deck offers views of rolling hills in the distance. Two Adirondack chairs are positioned for seating, and a grill is prominently placed alongside. The deck is surrounded by a mix of tall grasses and shrubs, providing a tranquil outdoor space.

Home in Heppner

4.5 out of 5 average rating, 14 reviews

20 Acre Modern Cabin for the perfect escape

AmyRating, 5 stars8 months ago

Excellent visit! Our family of 10 had plenty of room to hang out in the lodge. Beautiful place and surroundings and very convenient location. We’ll be back!

Top guest favorite

A modern single-story home features a striking blue exterior with large windows and a centered entryway. The driveway leads to two streamlined garage doors, framed by landscaped greenery and decorative stones, all set against an expansive, cloudy sky.

Apartment in Walla Walla

5 out of 5 average rating, 11 reviews

Mountain views, near wineries.

SabrinaRating, 5 stars7 months ago

Loved this place!! We came to the area from Salt Lake for the Pendleton Round Up, my 82 year old dad came with us and we wanted to be out of town a little way. This was a spectacular place! Lovely surroundings, amazing living space and friendly hosts! We would love to stay here again! My dad loved the projector TV - he enjoyed watching his daily sumo competition on the life size screen!!

Superhost

A modern living area features a wooden entertainment unit that holds a television and decorative items. A plant stands illuminated beside the unit. A small side table is positioned nearby, and a horse-themed artwork adorns the wall, enhancing the room's character.

Home in Pendleton

4.85 out of 5 average rating, 39 reviews

Buckaroo Bunk House - 2 Bedroom

MattRating, 5 stars8 months ago

Above and beyond. Accidently left my laptop behind after checkout. My error became Jeff’s emergency. He must have made a handful of stops and calls to get me back my laptop through mail. Also. An excellent spot for work and leisure. Nice little backyard to chill and stylish inside space with central location to everything. Highly recommended.

Guest favorite